CAS: 147732-56-7; (S)-2-((S)-3-(1H-Imidazol-5-yl)-2-(2-Palmitamidoacetamido)Propanamido)-6-Aminohexanoic Acid

该化合物是一种合成浸泡物,由三种氨基酸组成,与棕榈基脂肪酸链相连,这种改变增强了其亲脂性,提高了皮肤渗透性和稳定性.作为一种生物活性浸泡物,它通过刺激外细胞基质成分,特别是科拉根和弹性合成而发挥作用,有助于皮肤的坚固性和弹性.其机制包括调节细胞信号路径,以促进组织修复和再生.由于其分子量小和有针对性的活动,Palmitoy Trippite-1被广泛用于抗成和愈合伤口的配方. 的功效,加上它与各种化妆基质的兼容性,使它在皮肤学和皮肤学应用中成为有价值的成分.

结构式图片

合成工艺路线路线简述

    ,,,棕榈酸置于碳酸氢钠,盐酸-N-乙基-N'-(3-二甲氨基丙基)碳二亚胺,2-肟氰乙酸乙酯,Sodium Hydroxide体系中,用 乙醇,水 用作溶剂,化学反应 0.58H,以54.23%的收率获得棕榈酰三肽-1
    参考文献:瞬态保护基团实现的可持续肽合成.
    标题:瞬态保护基团实现的可持续肽合成.
    摘要:对合成肽的兴趣日益增长,促使人们开发出可持续的生产方法.当前,从受保护的结构单元组装肽需要大量有毒溶剂,并且转换为水作为反应介质仍然是肽化学中的主要障碍.我们报告了一种基于水相容性2,7-二硫代-9-芴基甲氧基羰基(smoc)保护基的固相肽水合成策略.这种方法可在水性条件下进行肽组装,实时监测构件偶联以及有效的合成后纯化.描述了合成所有天然和几种非天然smoc保护的氨基酸的程序,以及22种肽序列的组装和spps的基本问题,
    Doi:10.1002/anie.202003676

    海关参考信息

    专利信息


    专利号:EP-1721601-A1
    优先权日:2005-05-11
    标 题 :Use of taurine for enhancing lipid synthesis in the epidermis
    发明人:DOERING THOMAS; WALDMANN-LAUE MARIANNE; WADLE ARMIN; ANDERHEGGEN BERND
    权利人:HENKEL KGAA
    摘要:The present invention is the use of taurine for stimulating the epidermal synthesis of barrier lipids.

    专利号:US-11612556-B2
    优先权日:2014-12-16
    标 题:Peptidic compounds, compositions comprising them and uses of said compounds, in particular cosmetic uses
    发明人:PESCHARD OLIVIER; DOUCET ANNE; LEROUX RICHARD; MONDON PHILIPPE
    权利人:SEDERMA SA
    摘要:The peptidic compound comprises at least an aminoacid which is lysine, ornithine, diaminopropionic acid or diaminobutyric acid or a derivative of these aminoacids, on which a carboxylic acid is grafted via a peptidic bound on the nitrogen of the lateral chain, said carboxylic acid comprising a (poly)cycle or (poly)heterocycle. Preferably, the grafted carboxylic acid is an aminoacid or a derivative, in particular selected from, a proline, a hydroxyproline or pyroglutamic acid.The peptidic compound can stimulate the synthesis of the main molecules constituting the extracellular matrix of the skin, especially collagen 1 and 4 and elastin. It can be used for topical cosmetic treatment such as a global anti-aging treatment, or for specific activities, including anti-wrinkles, moisturizing, to improve the mechanical properties of the skin, firmness/tone/elasticity/flexibility, to increase density and volume of the skin, improve skin radiance, for a restructuring effect and/or to fight stretch marks.

    专利号:WO-2024222981-A1
    优先权日:2023-04-28
    标题 :Ester conjugate of sphingolipid and hyaluronan, method of synthesis thereof, composition containing thereof, use of conjugate or composition
    发明人:JUHASCIK MARTIN; HUERTA-ANGELES GLORIA; STARMANOVA KATERINA; STEPAN PETR; EXNEROVA ANDREA; NESPOROVA KRISTINA; KOVACIK ANDREJ; BRANDEJSOVA MARTINA; VECEROVA PETRA; POLASKOVA JANA; HERMANNOVA MARTINA; BUFFA RADOVAN; VAGNEROVA HANA; VELEBNY VLADIMIR
    权利人:CONTIPRO AS
    摘要:The present invention relates to an ester conjugate of sphingolipid and hyaluronan, a composition comprising thereof and its use. Furthermore, it relates to methods of the ester conjugate synthesis.

    专利号:US-2006251608-A1
    优先权日:2005-05-04
    标题 :A Method of Treatment of Aging and Wrinkled Skin and a Kit Containing Compositions for Same
    发明人:WACHSBERG RICHARD; WACHSBERG CHARLES
    权利人:RWACHSBERG HOLDINGS INC
    摘要:There is disclosed a method of treating aged and wrinkled skin and a kit containing compositions and instructions for such treatment. The method consists of a daily treatment regime, with two separate oral doses approximately 12 hours apart and application of a topical formulation. The oral formulations may be the same or different from each other, and each consist of one or more antioxidants, antioxidant co-promoters, anti-inflammatory, collagen synthesis promoters and optionally other substances. The topical formulation consists of an anti-wrinkle substance, such as a cream.

    专利号:US-11529370-B2
    优先权日:2017-11-24
    标 题 :Use of composition comprising stem cell-derived exosome as effective ingredient in strengthening skin barrier and improving skin barrier function
    发明人:YI YONG WEON; CHO BYONG SEUNG
    权利人:EXOCOBIO INC
    摘要:A composition for strengthening skin barrier or improving skin barrier function is able to improve objective indicators related to the protection of skin barrier, the strengthening of skin barrier, and/or the improvement of skin barrier function. The composition exhibits the effects of increasing the amount of ceramides, dihydroceramides and sphingoid bases, increasing the activities of enzymes that are involved in the synthesis thereof, and decreasing the activities of enzymes that are involved in the degradation thereof. In addition, the composition is able to restore skin barrier function by reducing TSLP, IL-4, and IL-13 which are closely associated with skin barrier damage, and thus interrupting a vicious circle in which the lipids and proteins contributing to skin barrier decrease.

    专利号:US-2006217788-A1
    优先权日:2004-07-09
    标 题:Method of using laser induced injury to activate topical prodrugs
    发明人:HERRON G S; BOMMANNAN D B
    权利人:HERRON G S; BOMMANNAN D B
    摘要:Methods and compositions are disclosed for improving the wound healing process and increasing collagen synthesis following laser induced thermal injury. The method comprises delivering prodrugs to a target site before the target site is injured and taking advantage of those enzymes that are physiologically-expressed to promote wound healing to convert the prodrugs to active drugs. The claimed invention has the advantage of the prodrugs being readily available to immediately participate in the wound healing process, but not have any negative side-effects of the active drug being present before injury occurs.
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    主要参考文献

    1. Lintner, K., and Peschard, O. Biologically active peptides: From a laboratory bench curiosity to a functional skin care product. Int. J. Cosmet. Sci. 22(3), 207-218 (2000). 2. Zhang, H., Sun, J., Xin, X., et al. Modulating self-assembly behavior of a salt-free peptide amphiphile (PA) and zwitterionic surfactant mixed system. J. Colloid. Interface Sci. 467, 43-50 (2016). 3. Castelletto, V., Hamley, I.W., Whitehouse, C., et al. Self-assembly of palmitoyl lipopeptides used in skin care products. Langmuir 29(29), 9149-9155 (2013). 4. Chirita, R.-I., Chaimbbault, P., Archambault, J.-C., et al. Development of a LC-MS/MS method to monitor palmitoyl peptides content in anti-wrinkle cosmetics. Anal. Chim. Acta 641(1-2), 95-100 (2009). Park, S. I., An, G. M., Kim, M. G., Heo, S. H., & Shin, M. S. (2019). Enhancement of skin permeation of wrinkle improvement peptides GHKs using liposomes containing skin penetrating peptides. Journal of the Korean Applied Science and Technology, 36(3), 853-865. Mortazavi, S. M., Vadoud, S. A. M., & Moghimi, H. R. (2024). Topically applied GHK as an anti-wrinkle peptide: Advantages, problems and prospective. BioImpacts.

    合成参考文献


    摘要:Final Report 06/10/2014 Available from CIR
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